Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12281Generated: October 26, 2026

Carbon Dioxide → 6-Chloro-4-(6-(4-methylpiperazin-1-ylmethyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzimidazol-2-yl]-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-one

https://huagongshe.com/reaction/12281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon DioxideHCID 280—
Reactant1-MethylpiperazineHCID 53167—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant6-Chloro-4-(6-formyl-1-(2-trimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-oneHCID 86611608—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
Product6-Chloro-4-(6-(4-methylpiperazin-1-ylmethyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzimidazol-2-yl]-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-oneHCID 68682159—

Reaction Steps

6-Chloro-4-(6-formyl-1-(2-trimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-one is dissolved in dichloro-methane. 4-Methylpiperazine and acetic acid are added. After 15 minutes, sodium triacetoxyborohydride is added in several portions over the course of 3 hours. After conversion is complete, saturated aqueous NaHCO3 solution is added and the reaction solution is stirred until no further CO2 evolution is observed. It is diluted with dichloromethane, and the aqueous phase is extracted with dichloromethane. The combined organic phases are dried with MgSO4, and the solvent is removed in a rotary evaporator.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727989B2
Source datasetuspto-grants-2010_06
ORD IDord-e36806988f24499e97201003b5c7807a
Source noteuspto-grants-2010_06